One-Pot Tandem Hiyama Alkynylation/Cyclizations by Palladium(II) Acyclic Diaminocarbene (ADC) Complexes Yielding Biologically Relevant Benzofuran Scaffolds.

Singh, Chandan; Prakasham, A P; Gangwar, Manoj Kumar; Butcher, Raymond J; Ghosh, Prasenjit

Singh, Chandan; Prakasham, A P; Gangwar, Manoj Kumar; Butcher, Raymond J; Ghosh, Prasenjit.

Afiliación

Singh C; Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
Prakasham AP; Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
Gangwar MK; Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.
Butcher RJ; Department of Chemistry, Howard University, Washington DC 20059, United States.
Ghosh P; Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400 076, India.

ACS Omega ; 3(2): 1740-1756, 2018 Feb 28.

Article en En | MEDLINE | ID: mdl-31458491

RESUMEN

A series of palladium acyclic diaminocarbene (ADC) complexes of the type cis-[(R1NH)(R2)methylidene]PdCl2(CNR1) [R1 = 2,4,6-(CH3)3C6H2: R2 = NC5H10 (2); NC4H8 (3); NC4H8O (4)] were used not only to perform the Csp2 -Csp Hiyama coupling between aryl iodide and triethoxysilylalkynes but also to subsequently carry out the one-pot tandem Hiyama alkynylation/cyclization reaction between 2-iodophenol and triethoxysilylalkynes, giving a convenient time-efficient access to the biologically relevant benzofuran compounds. The palladium ADC complexes (2-4) were conveniently synthesized by the nucleophilic addition of secondary amines, namely, piperidine, pyrrolidine, and morpholine on the cis-{(2,4,6-(CH3)3C6H2)NC}2PdCl2 in moderate yields (ca. 61-66%).

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: ACS Omega Año: 2018 Tipo del documento: Article País de afiliación: India Pais de publicación: Estados Unidos

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